Acid wool dyestuffs of the anthraquinone series



' 'ofthe general formula:

Patented Mar. 11 1930 UNITED STATES PATENT ot-Pics GEOBG KR1NZLEIN, orFRANKFORT-ON-THE-MAIN-HOOHST, Eamon KBONHOLZ, or

BAD-SODEN-ON-THE-TAUNUS, AND FRITZ Roman, or FBANKIORT ON-TEE-m- HOOHST,GIRMANY, ASSIGNOBS TO GENERAL ANILINE WORKS, 1110., OF NEW YORK,

11'. 1., K COBPOBATION OF DELAWARE" Acmwoor. nms'rurrs or runmnmoumonsnnms Ho Drawing. Application filed July 21,1928, Serial 1%.

' Our resent invention relates to acid wool dyestu s.

More particularly it relates to the dyestuffs wherein X represents alkylor aralkyl, Y an aliphatic acyl residue, and Memetal-or hydrogen. I

These compounds areobtainable by causiril'g a l-amino-4halogen-anthraquinone-2- s fonic acid compound to react in, an aqueousmedium and in the presence of a copper catalyst, such as a copper or acopper compound, particularly a copper salt, with a compound of thegeneral formula:

, 1. 10 parts of sodium l-aminol-bromanthraquinone-Q-sulfonate, 7 partsof 4-aminolmethylacetanilide,

80 parts of water are kept in the water-bath at C. to C. until theformation oft he dyestufl is complete, which is usually. the case after2 to 3 hours. The dyestufi is salted out with sodium chloride, orpotassium ch1 7 parts of: sodium bi-' carbonate and 0,5 parts of coppersulfate in' 294,585, and in Germany December 14, 1926.

ride, filtered and, if required, purified by redissolving. Itconstitutes laminae of a bronze luster dissolving in water to a bluesolution. The dyestufi has the formula I BOaNa mc -c-ri-om 2. 20 partsof Lamintpl-bromanthraquin- I one-2-sulfonic acid, 22

f'parts of sodium b1- carbonate, 10 parts 0 4.amino-1-methylformanilide,1 part of copper sulfate and 750 I parts of water are mixed together,while stirring, so as to become a homogeneous mass,

land the mixture is heated for 10 hours to 60 C. to 70 0., condensationtaking place. As soon as the condensation is complete, the mass isdiluted with 750 parts of hot water, tered so as to eliminate the coppermud and the dyestufl is salted out from the solution by means of 150parts of sodiumchloride.

The dyestufl is purified by dissolving it in hot water andreprecipitating itwith sodium chloride. The dyestufi has the formula IBO Na N NH:

- rr-o- -om It dyes wool blue tintsand is easily soluble in'water. Ithas excellentproperties as to fastness toing power.

light and possesses a great levelfollowing In thepreeeding examplesthere may be used instead of para-aminomethylacetanilide andpara-aminomethylformanilide respectively a compound of the type formulawherein Y stands for an aliphatic acid resi- By the expression inorganicsubstance of a feebly alkaline reaction occurring in the appendedclaims, we mean any inorganic sub stance correspon g to sodiumbicarbonate in alkalinity.

We claim:

3. As a new product, the dyestufi of the following composition:

? BOaMO N NH:

dyeing Wool blue tints, being easily soluble in water, having excellentproperties as to fastness to light and possessing a great levelingpower.

In testimony whereof, we afiix our signatures,

GEORG KRANZLEIN. ERICH KRONHOLZ; FRITZ ROMER.

1. As new products, the dystnfis of the following constitution:

SOsMe wherein X stands for an alkyl or aralkyl group, Y for an aliphaticacyl residue and Me for a metal or for hydrogen dyeing Wool blue tints,being easily soluble in Water, having excellent properties as tofastness to light and possessing a great leveling power.

2. As new products, the dyestufis of the constitution a wherein X standsfor an alkyl or aralkyl group and Me for a metal or for hydrogen dyeingWool blue tints, being easily soluble in Water, having excellentproperties as to fastness to light and possessing a great levelingpower.

